data_5SI # _chem_comp.id 5SI _chem_comp.name "2-{2-deoxy-5-O-[(R)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-erythro-pentofuranosyl}-6-methylisoquinoline-1(2H)-thione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 N O12 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-29 _chem_comp.pdbx_modified_date 2012-06-01 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 531.305 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5SI _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3SV3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 5SI N1 N1 N 0 1 N N N 14.809 -12.328 -34.489 -4.055 -0.549 0.129 N1 5SI 1 5SI C2 C2 C 0 1 N N N 14.045 -13.233 -33.849 -4.135 -0.478 -1.233 C2 5SI 2 5SI C3 C3 C 0 1 N N N 14.288 -14.608 -33.903 -4.972 0.364 -1.861 C3 5SI 3 5SI C4 C4 C 0 1 Y N N 15.360 -15.122 -34.626 -5.836 1.242 -1.071 C4 5SI 4 5SI C5 C5 C 0 1 Y N N 16.251 -14.183 -35.341 -5.757 1.171 0.340 C5 5SI 5 5SI C6 C6 C 0 1 N N N 15.936 -12.729 -35.240 -4.816 0.218 0.935 C6 5SI 6 5SI PA PA P 0 1 N N N 11.054 -11.232 -30.551 2.523 -1.542 -0.867 PA 5SI 7 5SI PB PB P 0 1 N N N 13.591 -11.119 -29.329 5.001 -0.081 -0.153 PB 5SI 8 5SI PG PG P 0 1 N N N 12.780 -12.051 -26.820 6.402 2.448 0.501 PG 5SI 9 5SI "C1'" C1* C 0 1 N N R 14.500 -10.898 -34.368 -3.115 -1.495 0.734 C1* 5SI 10 5SI O1A O1A O 0 1 N N N 11.033 -12.540 -29.793 2.261 -1.052 -2.378 O1A 5SI 11 5SI O1B O1B O 0 1 N N N 13.559 -12.614 -29.590 5.852 -1.210 0.616 O1B 5SI 12 5SI O1G O1G O 0 1 N N N 14.088 -12.399 -26.158 7.675 1.925 1.337 O1G 5SI 13 5SI "C2'" C2* C 0 1 N N N 13.669 -10.367 -35.525 -3.481 -2.943 0.339 C2* 5SI 14 5SI O2A O2A O 0 1 N N N 9.830 -10.350 -30.528 3.217 -2.849 -0.886 O2A 5SI 15 5SI O2B O2B O 0 1 N N N 14.846 -10.322 -29.618 5.444 -0.005 -1.564 O2B 5SI 16 5SI O2G O2G O 0 1 N N N 12.228 -13.127 -27.731 6.796 2.674 -0.908 O2G 5SI 17 5SI "C3'" C3* C 0 1 N N S 12.701 -9.390 -34.885 -2.114 -3.639 0.153 C3* 5SI 18 5SI "O3'" O3* O 0 1 N N N 13.236 -8.065 -34.942 -1.972 -4.720 1.077 O3* 5SI 19 5SI S36 S36 S 0 1 N N N 16.829 -11.633 -35.986 -4.677 0.087 2.637 S36 5SI 20 5SI C37 C37 C 0 1 Y N N 15.621 -16.491 -34.690 -6.725 2.137 -1.668 C37 5SI 21 5SI C38 C38 C 0 1 Y N N 16.713 -16.958 -35.426 -7.515 2.941 -0.877 C38 5SI 22 5SI C39 C39 C 0 1 Y N N 17.555 -16.073 -36.104 -7.436 2.871 0.508 C39 5SI 23 5SI O3A O3A O 0 1 N N N 12.348 -10.405 -30.065 3.437 -0.460 -0.102 O3A 5SI 24 5SI O3B O3B O 0 1 N N N 13.171 -10.840 -27.806 5.231 1.344 0.560 O3B 5SI 25 5SI O3G O3G O 0 1 N N N 11.766 -11.430 -25.885 5.871 3.828 1.138 O3G 5SI 26 5SI "C4'" C4* C 0 1 N N R 12.611 -9.810 -33.432 -1.083 -2.528 0.457 C4* 5SI 27 5SI "O4'" O4* O 0 1 N N N 13.729 -10.674 -33.184 -1.787 -1.293 0.203 O4* 5SI 28 5SI C40 C40 C 0 1 Y N N 17.333 -14.687 -36.070 -6.567 1.995 1.121 C40 5SI 29 5SI C41 C41 C 0 1 N N N 16.978 -18.443 -35.478 -8.475 3.908 -1.520 C41 5SI 30 5SI "C5'" C5* C 0 1 N N N 11.272 -10.468 -33.087 0.125 -2.654 -0.473 C5* 5SI 31 5SI "O5'" O5* O 0 1 N N N 11.492 -11.457 -32.083 1.115 -1.693 -0.101 O5* 5SI 32 5SI H2 H2 H 0 1 N N N 13.206 -12.880 -33.267 -3.502 -1.121 -1.825 H2 5SI 33 5SI H3 H3 H 0 1 N N N 13.632 -15.284 -33.374 -5.007 0.392 -2.940 H3 5SI 34 5SI "H1'" H1* H 0 1 N N N 15.470 -10.379 -34.350 -3.111 -1.385 1.818 H1* 5SI 35 5SI HO1A HO1A H 0 0 N N N 11.595 -12.473 -29.030 1.809 -0.200 -2.442 HO1A 5SI 36 5SI HO1B HO1B H 0 0 N N N 13.043 -13.042 -28.917 5.615 -1.316 1.548 HO1B 5SI 37 5SI HO1G HO1G H 0 0 N N N 14.361 -13.267 -26.431 7.489 1.756 2.270 HO1G 5SI 38 5SI "H2'" H2* H 0 1 N N N 14.303 -9.865 -36.271 -4.049 -3.424 1.136 H2* 5SI 39 5SI "H2'A" H2*A H 0 0 N N N 13.132 -11.181 -36.034 -4.045 -2.954 -0.593 H2*A 5SI 40 5SI "H3'" H3* H 0 1 N N N 11.726 -9.395 -35.394 -2.002 -3.993 -0.872 H3* 5SI 41 5SI "HO3'" HO3* H 0 0 N N N 12.625 -7.459 -34.540 -2.632 -5.418 0.970 HO3* 5SI 42 5SI H37 H37 H 0 1 N N N 14.980 -17.189 -34.171 -6.792 2.199 -2.744 H37 5SI 43 5SI H39 H39 H 0 1 N N N 18.392 -16.462 -36.665 -8.063 3.510 1.112 H39 5SI 44 5SI HO3G HO3G H 0 0 N N N 10.917 -11.831 -26.027 6.525 4.539 1.135 HO3G 5SI 45 5SI "H4'" H4* H 0 1 N N N 12.653 -8.928 -32.776 -0.768 -2.578 1.499 H4* 5SI 46 5SI H40 H40 H 0 1 N N N 17.992 -14.016 -36.602 -6.512 1.947 2.198 H40 5SI 47 5SI H41 H41 H 0 1 N N N 16.443 -18.882 -36.333 -9.437 3.418 -1.671 H41 5SI 48 5SI H41A H41A H 0 0 N N N 18.058 -18.619 -35.592 -8.606 4.775 -0.873 H41A 5SI 49 5SI H41B H41B H 0 0 N N N 16.626 -18.911 -34.547 -8.076 4.229 -2.482 H41B 5SI 50 5SI "H5'" H5* H 0 1 N N N 10.571 -9.708 -32.712 0.543 -3.657 -0.392 H5* 5SI 51 5SI "H5'A" H5*A H 0 0 N N N 10.848 -10.940 -33.986 -0.188 -2.473 -1.502 H5*A 5SI 52 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 5SI C6 N1 SING N N 1 5SI N1 "C1'" SING N N 2 5SI N1 C2 SING N N 3 5SI C3 C2 DOUB N N 4 5SI C2 H2 SING N N 5 5SI C4 C3 SING N N 6 5SI C3 H3 SING N N 7 5SI C5 C4 DOUB Y N 8 5SI C37 C4 SING Y N 9 5SI C40 C5 SING Y N 10 5SI C5 C6 SING N N 11 5SI S36 C6 DOUB N N 12 5SI "O5'" PA SING N N 13 5SI PA O2A DOUB N N 14 5SI PA O3A SING N N 15 5SI PA O1A SING N N 16 5SI O3A PB SING N N 17 5SI O2B PB DOUB N N 18 5SI O1B PB SING N N 19 5SI PB O3B SING N N 20 5SI O3B PG SING N N 21 5SI O2G PG DOUB N N 22 5SI PG O1G SING N N 23 5SI PG O3G SING N N 24 5SI "C2'" "C1'" SING N N 25 5SI "C1'" "O4'" SING N N 26 5SI "C1'" "H1'" SING N N 27 5SI O1A HO1A SING N N 28 5SI O1B HO1B SING N N 29 5SI O1G HO1G SING N N 30 5SI "C2'" "C3'" SING N N 31 5SI "C2'" "H2'" SING N N 32 5SI "C2'" "H2'A" SING N N 33 5SI "O3'" "C3'" SING N N 34 5SI "C3'" "C4'" SING N N 35 5SI "C3'" "H3'" SING N N 36 5SI "O3'" "HO3'" SING N N 37 5SI C38 C37 DOUB Y N 38 5SI C37 H37 SING N N 39 5SI C39 C38 SING Y N 40 5SI C41 C38 SING N N 41 5SI C39 C40 DOUB Y N 42 5SI C39 H39 SING N N 43 5SI O3G HO3G SING N N 44 5SI "C4'" "O4'" SING N N 45 5SI "C4'" "C5'" SING N N 46 5SI "C4'" "H4'" SING N N 47 5SI C40 H40 SING N N 48 5SI C41 H41 SING N N 49 5SI C41 H41A SING N N 50 5SI C41 H41B SING N N 51 5SI "C5'" "O5'" SING N N 52 5SI "C5'" "H5'" SING N N 53 5SI "C5'" "H5'A" SING N N 54 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 5SI SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC3OC(N2C(=S)c1c(cc(cc1)C)C=C2)CC3O" 5SI InChI InChI 1.03 "InChI=1S/C15H20NO12P3S/c1-9-2-3-11-10(6-9)4-5-16(15(11)32)14-7-12(17)13(26-14)8-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-6,12-14,17H,7-8H2,1H3,(H,21,22)(H,23,24)(H2,18,19,20)/t12-,13+,14+/m0/s1" 5SI InChIKey InChI 1.03 HHAKTXADNAZKDV-BFHYXJOUSA-N 5SI SMILES_CANONICAL CACTVS 3.370 "Cc1ccc2C(=S)N(C=Cc2c1)[C@H]3C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O3" 5SI SMILES CACTVS 3.370 "Cc1ccc2C(=S)N(C=Cc2c1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O3" 5SI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccc2c(c1)C=CN(C2=S)[C@H]3C[C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)O" 5SI SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccc2c(c1)C=CN(C2=S)C3CC(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 5SI "SYSTEMATIC NAME" ACDLabs 12.01 "2-{2-deoxy-5-O-[(R)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-erythro-pentofuranosyl}-6-methylisoquinoline-1(2H)-thione" 5SI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[[(2R,3S,5R)-5-(6-methyl-1-sulfanylidene-isoquinolin-2-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5SI "Create component" 2011-07-29 RCSB #